Hotels with Pool & Resorts in Chester from NZ$179

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Check availability on Chester Hotels with Pool

Tonight
30 Mar - 31 Mar
Tomorrow
31 Mar - 1 Apr
This weekend
3 Apr - 5 Apr
Next weekend
10 Apr - 12 Apr

Our top choices for Chester hotels with a pool

Indoor pool, pool loungers

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG
2.5 star property
Chester
8.6 out of 10, Excellent, (1,006 reviews)
"We have been several times during the past few years the hotel is in very good condition and the coffee is really good available 24 hours a day the breakfast has several choices that are good the rooms are clean the A/C and heat work great overall great place to stay we come sometimes for a quick weekend getaway from New York City will continue to come back. Great local diner and restaurants."
United States
Kenneth
The price is NZ$255
includes taxes & fees
1 Apr - 2 Apr
Holiday Inn Express Hotel & Suites Chester by IHG
Miscellaneous

The Dominion House Bed & Breakfast

The Dominion House Bed & Breakfast
2.0 star property
Chester
9.2 out of 10, Wonderful, (233 reviews)
"Breakfast was delicious Suzy and Eric were wonderful hosts and the property is absolutely stunning highly recommend your bed and breakfast for those visiting upstate NY."
United States
Erek
The price is NZ$423
includes taxes & fees
6 Apr - 7 Apr
The Dominion House Bed & Breakfast
Seasonal outdoor pool

Overlook Lodge at Bear Mountain

Overlook Lodge at Bear Mountain
2.5 star property
Bear Mountain
8.4 out of 10, Very good, (1,002 reviews)
"Great staff and clean rooms. Beautiful views."
United States
Renee
The price is NZ$185
includes taxes & fees
6 Apr - 7 Apr
Overlook Lodge at Bear Mountain
Seasonal outdoor pool

Days Inn by Wyndham Wurtsboro

Days Inn by Wyndham Wurtsboro
2.0 star property
Wurtsboro
7.6 out of 10, Good, (612 reviews)
"Everything was clean. "
United States
John
The price is NZ$179
includes taxes & fees
31 Mar - 1 Apr
Days Inn by Wyndham Wurtsboro
BBQ/picnic Area

Hampton Inn by Hilton Middletown

Hampton Inn by Hilton Middletown
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,000 reviews)
"It was a beautiful experience. Clean and 5 star service. The staff so friendly and helpful. Peaceful fun experience. "
United States
Amanda
The price is NZ$201
includes taxes & fees
14 Apr - 15 Apr
Hampton Inn by Hilton Middletown
Seasonal outdoor pool

Fairfield Inn & Suites by Marriott Goshen Middletown

Fairfield Inn & Suites by Marriott Goshen Middletown
3.0 star property
Goshen
8.8 out of 10, Excellent, (1,000 reviews)
"Amazing staff Great breakfast Clean quiet rooms"
United States
R
The price is NZ$253
includes taxes & fees
14 Apr - 15 Apr
Fairfield Inn & Suites by Marriott Goshen Middletown
Indoor pool

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point

Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
2.0 star property
New Windsor
8.4 out of 10, Very good, (1,003 reviews)
"Superb place to stay."
United States
Denessy
The price is NZ$188
includes taxes & fees
19 Apr - 20 Apr
Red Roof Inn & Suites Newburgh – Stewart Airport/ West Point
Indoor pool

Hilton Garden Inn Fishkill

Hilton Garden Inn Fishkill
3.0 star property
Fishkill
8.6 out of 10, Excellent, (1,001 reviews)
"A good place to stay when you are in this region. "
Canada
Valere
The price is NZ$239
includes taxes & fees
31 Mar - 1 Apr
Hilton Garden Inn Fishkill
Indoor pool

Courtyard by Marriott Middletown Goshen

Courtyard by Marriott Middletown Goshen
3.0 star property
Middletown
8.6 out of 10, Excellent, (1,002 reviews)
"Great stay!!! "
United States
diana
The price is NZ$224
includes taxes & fees
2 Apr - 3 Apr
Courtyard by Marriott Middletown Goshen
Indoor pool

Sleep Inn & Suites Middletown - Goshen

Sleep Inn & Suites Middletown - Goshen
2.5 star property
Middletown
8.6 out of 10, Excellent, (1,006 reviews)
"Great "
United States
James
The price is NZ$221
includes taxes & fees
5 Apr - 6 Apr
Sleep Inn & Suites Middletown - Goshen
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Choose what matters most at hotels with a pool in Chester

Breakfast included
Spa pool

Top Chester Hotel Reviews

Holiday Inn Express Hotel & Suites Chester by IHG

Holiday Inn Express Hotel & Suites Chester by IHG

4/10 Poor
"Clean room house keeping ladies were and is an amazing staff, nice hotel but key cards didn’t work and checking out girl was terrible front desk deanna I think her name she was inhospitable , she’s rude doesn’t know how to talk to people I guess that’s why she doesn’t answer the phones and noncompliant when we ask about late checkout her answer was no we busy full !!! , the breakfast was terrible, the noise from the highway and the next door slamming the door our room shook I pay one night for a business meeting that was delayed a bit and we asked for a couple more hours and was turned down . I’m glad because we won’t be going back!!"
Jody 1-night trip
Posted 3 hours ago
Holiday Inn Express Hotel & Suites Chester by IHG

Frequently asked questions

What are some accommodation options with pools in Chester?
Holiday Inn Express Hotel & Suites Chester by IHG: Hotel located near LEGOLAND® New York. Features on-the-go, a pool and complimentary high-speed (wired) Internet access. DoubleTree by Hilton Hotel Nanuet: Offers a snack bar/deli, a pool and free self parking. Sonesta Simply Suites Nanuet: Features continental, an indoor pool and complimentary high-speed (wired) Internet access. Sleep Inn & Suites Middletown - Goshen: Hotel, 1-minute walk from Woodbury Common Premium Outlets. Offers daily, an indoor pool and complimentary high-speed (wired) Internet access. Hampton Inn Harriman Woodbury: Features complimentary high-speed (wired) Internet access, an indoor pool and free self parking.
What is there to see and do in Chester?
Make a point to visit attractions such as The Rock Sports Complex and Castle Fun Center. Discover sights such as Museum Village and Goosepond Mountain State Park during your stay. The restaurants and shopping are just some of the things to enjoy while you're in the area.
When is the best time to book a hotel with a pool in Chester?
You may want to consider a place to stay that has an outdoor pool if you plan to visit Chester in the hottest months of July, August or June, when the average temp is 21°C. Accommodation with an indoor pool may be the way to go if you come to town during the coldest months of January, February or December, when the average temperature is 0°C.